Waukegan Holidays from NZ$1,018
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The Latest Waukegan Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
NZ$1,018
per person
8 Dec - 13 Dec
found 23 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.6/10 Excellent! (2,334 reviews)
St. Clair hotel lists the room as premium, even though the two windows in the room had no view.
Both windows faced the building outter exterior brick walls from all sides. Dim lightning with no direct sunlight, very depressing to look out.
The room should have been listened and offered as standard, at best, not premium.
Reviewed on 24 Oct 2026
Sheraton Grand Chicago Riverwalk
Downtown Chicago
NZ$1,383
per person
8 Dec - 13 Dec
found 23 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
8.6/10 Excellent! (1,841 reviews)
We unfortunately came to stay when the staff decided to strike. No room service , no cleaning service for a 4 night stay. Barely got towels on the last day. Disappointing.
The only upside was the location.
Reviewed on 22 Oct 2026
Waukegan Holiday
Our pick of the best Waukegan Hotel Deals
Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr Waukegan IL
Fully refundableReserve now, pay when you stay
NZ$208
8 Nov - 9 Nov
includes taxes & fees
8.8/10 Excellent! (1,735 reviews)
"Great, clean, friendly. Tv was not working in one of the rooms. Good price for the location."
Reviewed on 24 Oct 2026
Courtyard Chicago Waukegan Gurnee
3800 Northpoint Blvd Waukegan IL
Fully refundableReserve now, pay when you stay
NZ$249
2 Nov - 3 Nov
includes taxes & fees
Days Inn by Wyndham Waukegan
630 N Green Bay Road Waukegan IL
Fully refundableReserve now, pay when you stay
NZ$165
25 Oct - 26 Oct
includes taxes & fees
8/10 Very good! (378 reviews)
"Me encantó y cerca de los sitios y la grade mi hijo. Excelente"
Reviewed on 23 Oct 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Waukegan attractions
Waukegan Harbor
8.2/10 (152 reviews)
Waukegan Harbour offers over 1,000 slips for vessels along Lake Michigan's scenic shoreline. Boaters can enjoy the full-service marina with dining options and access to the adjacent beach and arts district.
North Beach
8.2/10 (61 reviews)
North Beach offers a mile of pristine Lake Michigan shoreline with rare natural sand dunes. Enjoy summer concerts at Stiner Pavilion or take a short walk to city centre Waukegan's vibrant arts district.
Genesee Theater
7.8/10 (145 reviews)
This 1927 film palace captivates with its restored grandeur and stunning Baccarat crystal chandelier. Experience world-class performances in a venue where historic elegance meets perfect acoustics.
The Temporary by American Place
8.0/10 (7 reviews)
Why not roll the dice with a visit to The Temporary by American Place during your time in Waukegan? Stroll along the lakeside or visit the shops in this family-friendly area.
Waukegan SportsPark
7.2/10 (88 reviews)
This premier sports complex features football fields and lighted softball fields for regional tournaments. Families can enjoy the playground and splash pad while watching competitive matches in this well-equipped venue.
American Place Casino
10.0/10 (1 review)
Why not try your luck with a visit to American Place Casino during your visit to Waukegan? Stroll along the lakeside or visit the shops in this family-friendly area.
Bonnie Brook Golf Course
6.6/10 (49 reviews)
This classic James Foulis-designed course offers rolling terrain and tree-lined fairways along a meandering creek. Experience championship golf in a welcoming atmosphere with country-club conditions on a public course.
Waukegan BMX Track
6.6/10 (48 reviews)
This local BMX track offers a structured environment for riders of all skill levels to practice and compete. Visitors can watch exciting races from designated viewing areas during spring through fall.
What to do in Waukegan
Skydeck Chicago at Willis Tower
NZ$75
per adult
84% of travellers recommend
Frequently asked questions
How much does a Waukegan holiday package cost?
You can snap up a holiday package to this top destination from NZ$1,018 on Expedia. However, how much your holiday to Waukegan costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Waukegan?
You can generally find lower prices and better availability in February, March and December. Take a look at our cheap Waukegan holiday packages and you could land some great off-season discounts.
How many days is enough for Waukegan?
With a well-planned itinerary, you can easily visit the top Waukegan sights in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Waukegan holiday for longer.
Is it worth booking a holiday package to Waukegan?
Known for its history, culture and a host of other highlights, you can be assured Waukegan is a good holiday destination. Some of the most popular attractions to put on your to-do list? Don't miss Genesee Theatre and Bonnie Brook Golf Course during your Waukegan holiday.
How to find the best Waukegan package deals?
Landing a cheap Waukegan package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Waukegan package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Waukegan holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and accommodation individually. Better still, you can tailor your Waukegan getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Waukegan?
If you've got your Waukegan travel dates locked in, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Waukegan?
- Choose when to go: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to holiday in Waukegan.
- Work out your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodation will probably be the biggest expense during your trip to Waukegan.
- Set the duration of your trip: Start by making a list of all the activities and attractions you want to get to in Waukegan. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Waukegan holiday package.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
